Family-friendly holiday rentals in Maryland
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Maryland
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Maryland family-friendly rentals
Family-friendly home rentals with a hot tub
Bungalow in Deale
4.86 out of 5 average rating, 359 reviewsCozy waterfront getaway on the Bay
Home in Kent Narrows
5.0 out of 5 average rating, 281 reviewsChester Riverfront At Kent Narrows
Cabin in North East
4.96 out of 5 average rating, 155 reviewsWaterfront Cabin on the Chesapeake
Flat in Arnold
4.96 out of 5 average rating, 158 reviewsCelebrate Summer By Your Private Pool
Townhouse in Baltimore
4.95 out of 5 average rating, 581 reviewsRomantic Hot Tub Getaway, Walk to Fells Point
Cabin in Friendsville
4.97 out of 5 average rating, 292 reviewsThe Crick House
Home in Severn
4.82 out of 5 average rating, 105 reviewsLarge Home with Pool & 7 bedrooms; sleeps 21
Home in Oakland
4.95 out of 5 average rating, 194 reviewsPrivate|LAKE&Waterfalls|Firewood|PoolAccess|HotTub
Family- and pet-friendly home rentals
Home in Cambridge
4.9 out of 5 average rating, 146 reviewsJewell on the Chesapeake
Home in Glen Burnie
4.97 out of 5 average rating, 402 reviewsSecluded acre near BWI and Baltimore
Guest suite in Arnold
4.85 out of 5 average rating, 512 reviewsSunny Spot Suite, Serene, Annapolis, Naval Academy
Flat in Solomons
4.99 out of 5 average rating, 235 reviewsIsland Breeze Solomons
Home in Ocean City
4.94 out of 5 average rating, 222 reviewsMad Men Beach House*DogFriendly*7 Min Walk 2 Sea*OUTDOOR MOVIE EXPERIENCE*Private Dock*WORK SPACE*New CRIB
Home in Cumberland
4.9 out of 5 average rating, 470 reviewsCumberland Street House -GAP trail perfection!
Flat in Edgewater
4.92 out of 5 average rating, 406 reviewsPet Friendly Garden Apartment Near Annapolis
Cabin in Chestertown
4.98 out of 5 average rating, 216 reviewsRivershore Retreat
Family-friendly home rentals with a pool
Cabin in Frostburg
4.92 out of 5 average rating, 134 reviewsBig Savage Guest Cabin
Apartment in Ocean City
4.91 out of 5 average rating, 263 reviewsOcean Front 802 Midtown Oasis Pool & Parking
Home in Berlin
4.78 out of 5 average rating, 177 reviewsOC, Md great amenities in community, near beaches
Home in Lusby
5.0 out of 5 average rating, 114 reviewsHistoric Rousby Hall, Waterfront, Patuxent River
Home in Saint Michaels
4.97 out of 5 average rating, 240 reviewsMiles Aweigh
Home in Queenstown
4.81 out of 5 average rating, 142 reviewsBay Breeze Retreat
Guest suite in Adelphi
4.85 out of 5 average rating, 203 reviewsCozy Suite with Hot Tub and Pool
Apartment in Ocean City
4.8 out of 5 average rating, 352 reviewsOcean-Front Beach Condo with Ocean and Bay views
Destinations to explore
- Family-friendly rentals United States
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